#2 here some theory by smoser (thanks)
I tested on that and it works reliable.
TL;DR as long as we have ONE base service "=conflictee" and ONE extra service
then systemd will always run the second.
Fortunately in Debian/Ubuntu the apt level conflicts will make sure the above
constraint is true.
I'm now on more than 50 tests with my former case modified and we are good.
So #2 is ok as well.
This leaves only #3 to be considered to think about a potential fix.
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start/stop of conflicting time services not well coordinated
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